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WO2011048888A1 - Fibres de polyester, procédé pour la production de fibres de polyester, tissu, produit en fibres, et article moulé en polyester - Google Patents

Fibres de polyester, procédé pour la production de fibres de polyester, tissu, produit en fibres, et article moulé en polyester Download PDF

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Publication number
WO2011048888A1
WO2011048888A1 PCT/JP2010/065840 JP2010065840W WO2011048888A1 WO 2011048888 A1 WO2011048888 A1 WO 2011048888A1 JP 2010065840 W JP2010065840 W JP 2010065840W WO 2011048888 A1 WO2011048888 A1 WO 2011048888A1
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WO
WIPO (PCT)
Prior art keywords
polyester
polyester fiber
fabric
ester
group
Prior art date
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PCT/JP2010/065840
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English (en)
Japanese (ja)
Inventor
暢亮 尾形
昭雄 宇熊
安光　玲
森島　一博
智子 福島
Original Assignee
帝人ファイバー株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 帝人ファイバー株式会社 filed Critical 帝人ファイバー株式会社
Priority to EP10824739.6A priority Critical patent/EP2492390B1/fr
Priority to CA2777511A priority patent/CA2777511C/fr
Priority to US13/502,266 priority patent/US9334608B2/en
Priority to CN201080047503.4A priority patent/CN102575414B/zh
Priority to KR1020127012841A priority patent/KR101748895B1/ko
Priority to JP2011537178A priority patent/JP5758807B2/ja
Priority to ES10824739.6T priority patent/ES2674571T3/es
Publication of WO2011048888A1 publication Critical patent/WO2011048888A1/fr

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    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
    • D—TEXTILES; PAPER
    • D03—WEAVING
    • D03D—WOVEN FABRICS; METHODS OF WEAVING; LOOMS
    • D03D15/00—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used
    • D03D15/20—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used characterised by the material of the fibres or filaments constituting the yarns or threads
    • D03D15/283—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used characterised by the material of the fibres or filaments constituting the yarns or threads synthetic polymer-based, e.g. polyamide or polyester fibres
    • A—HUMAN NECESSITIES
    • A41—WEARING APPAREL
    • A41D—OUTERWEAR; PROTECTIVE GARMENTS; ACCESSORIES
    • A41D31/00—Materials specially adapted for outerwear
    • A41D31/04—Materials specially adapted for outerwear characterised by special function or use
    • A41D31/30—Antimicrobial, e.g. antibacterial
    • A—HUMAN NECESSITIES
    • A41—WEARING APPAREL
    • A41D—OUTERWEAR; PROTECTIVE GARMENTS; ACCESSORIES
    • A41D31/00—Materials specially adapted for outerwear
    • A41D31/04—Materials specially adapted for outerwear characterised by special function or use
    • A41D31/30—Antimicrobial, e.g. antibacterial
    • A41D31/305—Antimicrobial, e.g. antibacterial using layered materials
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
    • D01D5/00—Formation of filaments, threads, or the like
    • D01D5/253—Formation of filaments, threads, or the like with a non-circular cross section; Spinnerette packs therefor
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/78—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products
    • D01F6/84—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products from copolyesters
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F8/00—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof
    • D01F8/04—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers
    • D01F8/14—Conjugated, i.e. bi- or multicomponent, artificial filaments or the like; Manufacture thereof from synthetic polymers with at least one polyester as constituent
    • D—TEXTILES; PAPER
    • D02—YARNS; MECHANICAL FINISHING OF YARNS OR ROPES; WARPING OR BEAMING
    • D02G—CRIMPING OR CURLING FIBRES, FILAMENTS, THREADS, OR YARNS; YARNS OR THREADS
    • D02G1/00—Producing crimped or curled fibres, filaments, yarns, or threads, giving them latent characteristics
    • D02G1/02—Producing crimped or curled fibres, filaments, yarns, or threads, giving them latent characteristics by twisting, fixing the twist and backtwisting, i.e. by imparting false twist
    • D02G1/0206—Producing crimped or curled fibres, filaments, yarns, or threads, giving them latent characteristics by twisting, fixing the twist and backtwisting, i.e. by imparting false twist by false-twisting
    • D—TEXTILES; PAPER
    • D03—WEAVING
    • D03D—WOVEN FABRICS; METHODS OF WEAVING; LOOMS
    • D03D15/00—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used
    • D—TEXTILES; PAPER
    • D03—WEAVING
    • D03D—WOVEN FABRICS; METHODS OF WEAVING; LOOMS
    • D03D15/00—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used
    • D03D15/40—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used characterised by the structure of the yarns or threads
    • D03D15/44—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used characterised by the structure of the yarns or threads with specific cross-section or surface shape
    • D—TEXTILES; PAPER
    • D03—WEAVING
    • D03D—WOVEN FABRICS; METHODS OF WEAVING; LOOMS
    • D03D15/00—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used
    • D03D15/50—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used characterised by the properties of the yarns or threads
    • D—TEXTILES; PAPER
    • D03—WEAVING
    • D03D—WOVEN FABRICS; METHODS OF WEAVING; LOOMS
    • D03D15/00—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used
    • D03D15/50—Woven fabrics characterised by the material, structure or properties of the fibres, filaments, yarns, threads or other warp or weft elements used characterised by the properties of the yarns or threads
    • D03D15/573—Tensile strength
    • D—TEXTILES; PAPER
    • D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
    • D04B—KNITTING
    • D04B1/00—Weft knitting processes for the production of fabrics or articles not dependent on the use of particular machines; Fabrics or articles defined by such processes
    • D04B1/10—Patterned fabrics or articles
    • D04B1/12—Patterned fabrics or articles characterised by thread material
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
    • D06M13/188—Monocarboxylic acids; Anhydrides, halides or salts thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16—Synthetic fibres, other than mineral fibres
    • D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/32—Polyesters
    • D—TEXTILES; PAPER
    • D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2331/00—Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products
    • D10B2331/04—Fibres made from polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polycondensation products polyesters, e.g. polyethylene terephthalate [PET]
    • D—TEXTILES; PAPER
    • D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2401/00—Physical properties
    • D10B2401/02—Moisture-responsive characteristics
    • D10B2401/021—Moisture-responsive characteristics hydrophobic
    • D—TEXTILES; PAPER
    • D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2401/00—Physical properties
    • D10B2401/13—Physical properties anti-allergenic or anti-bacterial
    • D—TEXTILES; PAPER
    • D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2403/00—Details of fabric structure established in the fabric forming process
    • D10B2403/02—Cross-sectional features
    • D—TEXTILES; PAPER
    • D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2501/00—Wearing apparel
    • D10B2501/04—Outerwear; Protective garments
    • D—TEXTILES; PAPER
    • D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2501/00—Wearing apparel
    • D10B2501/04—Outerwear; Protective garments
    • D10B2501/043—Footwear
    • D—TEXTILES; PAPER
    • D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
    • D10B2505/00—Industrial
    • D10B2505/10—Packaging, e.g. bags
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
    • Y10T428/1334—Nonself-supporting tubular film or bag [e.g., pouch, envelope, packet, etc.]
    • Y10T428/1345—Single layer [continuous layer]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
    • Y10T428/24479—Structurally defined web or sheet [e.g., overall dimension, etc.] including variation in thickness
    • Y10T428/24612—Composite web or sheet
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
    • Y10T428/24802—Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.]
    • Y10T428/2481—Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.] including layer of mechanically interengaged strands, strand-portions or strand-like strips
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/249921—Web or sheet containing structurally defined element or component
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2922—Nonlinear [e.g., crimped, coiled, etc.]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2929—Bicomponent, conjugate, composite or collateral fibers or filaments [i.e., coextruded sheath-core or side-by-side type]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2973—Particular cross section
    • Y10T428/2978—Surface characteristic

Definitions

  • the present invention relates to an antibacterial, deodorant and antifouling polyester fiber, a method for producing the same, a fabric, a fiber product, and a polyester molded article.
  • antibacterial polyester fibers and antibacterial polyester molded products include those in which inorganic antibacterial agents such as silver ions and zinc ions are kneaded into fibers, molded products, natural antibacterial agents such as chitosan, and inorganic antibacterial agents.
  • fibers and molded products that have been applied by post-processing have been proposed (see, for example, Patent Document 1, Patent Document 2, and Patent Document 3).
  • the present invention has been made in view of the above-mentioned background, and an object thereof is to provide polyester fibers excellent in antibacterial properties, deodorizing properties and antifouling properties, a method for producing the same, fabrics, fiber products, and polyester molded articles. There is to do.
  • polyester is excellent in durability not only in antibacterial properties but also in deodorization and antifouling properties by acidifying polyester fibers.
  • the inventors have found that a fiber can be obtained, and have further intensively studied to complete the present invention.
  • polyester fiber containing polyester wherein the polyester fiber has a pH of less than 7.0.
  • the polyester preferably contains 0.03 to 1.0% by weight of sulfur with respect to the total weight of the polyester.
  • the polyester is an ester-forming sulfonic acid metal salt compound represented by the following general formula (1) and / or an ester-forming sulfone represented by the following general formula (2) with respect to all acid components constituting the polyester.
  • a polyester obtained by copolymerizing 0.1 mol% or more of an acid phosphonium salt compound is preferable.
  • A1 represents an aromatic group or an aliphatic group
  • X1 represents an ester-forming functional group
  • X2 represents the same or different ester-forming functional group or hydrogen atom as X1
  • M represents a metal
  • m Indicates a positive integer.
  • A2 represents an aromatic group or an aliphatic group
  • X3 represents an ester-forming functional group
  • X4 represents the same or different ester-forming functional group or hydrogen atom as X3
  • R1, R2, R3 and R4 Represents the same or different groups selected from the group consisting of alkyl groups and aryl groups
  • n represents a positive integer.
  • the polyester fiber has a pH of less than 7.0 after the polyester fiber is washed five times according to the JIS L0217 method.
  • the polyester is preferably polyethylene terephthalate, polybutylene terephthalate, polytrimethylene terephthalate, or polyether ester.
  • the intrinsic viscosity of the polyester is preferably in the range of 0.15 to 1.5.
  • the amount of acidic groups is preferably in the range of 30 to 500 eq / T with respect to the total weight of the polyester.
  • the polyester fiber of the present invention it is preferable that the polyester fiber is a core-sheath type composite fiber, and the polyester is arranged in a sheath part of the core-sheath type composite fiber.
  • the single fiber cross-sectional shape of a polyester fiber is atypical.
  • the polyester fiber is preferably a false twist crimped yarn.
  • the polyester fiber is preferably a multifilament having a total fineness of 10 to 200 dtex and a single fiber fineness of 5.0 dtex or less.
  • the tensile strength of a polyester fiber is 1.0 cN / dtex or more.
  • the antibacterial activity of the polyester fiber is 2 based on the bacteriostatic activity value measured by the bacterial liquid absorption method using Staphylococcus aureus as the JIS L1902 test bacteria after 10 times of washing specified in JIS L0217 method. .2 or more is preferable.
  • the deodorizing property of a polyester fiber is 65% or more.
  • the antifouling property of a polyester fiber is 3rd grade or more.
  • a fabric containing 10% by weight or more of the polyester fiber with respect to the fabric weight.
  • the fabric is preferably a multilayer fabric having a multilayer structure.
  • the fabric weight is 50 g / m 2 or more.
  • the water-repellent agent adheres to at least one side of the fabric in a pattern having a portion where at least polygons are continuous at the corners.
  • the fabric has a concavo-convex structure on at least one surface, and the water repellent is attached only to the convex portions on only one surface.
  • sportswear outdoorwear, raincoat, umbrella, men's clothing, women's clothing, work clothes, protective clothing, artificial leather, footwear, bags, curtains, waterproofing, comprising the above-described fabric.
  • Any fiber product selected from the group of seats, tents and car seats is provided.
  • an ester-forming phosphonium phosphonium salt compound represented by the following general formula (2) There is provided a method for producing the above polyester fiber, wherein the polyester fiber is subjected to an acid treatment.
  • A1 represents an aromatic group or an aliphatic group
  • X1 represents an ester-forming functional group
  • X2 represents the same or different ester-forming functional group or hydrogen atom as X1
  • M represents a metal
  • m Indicates a positive integer.
  • A2 represents an aromatic group or an aliphatic group
  • X3 represents an ester-forming functional group
  • X4 represents an ester-forming functional group or a hydrogen atom that is the same as or different from X3, and R1, R2, R3, and R4 Represents the same or different groups selected from the group consisting of alkyl groups and aryl groups
  • n represents a positive integer.
  • the acid treatment in a treatment bath having a temperature of 70 ° C. or higher.
  • the acidic treatment is preferably performed in a treatment bath having a pH of 5.0 or less.
  • the tensile strength of the polyester fiber after performing an acid treatment is 0.1 times or more of the tensile strength before an acid treatment.
  • the manufacturing method of the said polyester fiber which provides the processing liquid whose pH is less than 7.0 to a polyester fiber is provided.
  • polyester molded product containing polyester, wherein the polyester molded product has a pH of less than 7.0.
  • polyester fibers excellent in durability, antibacterial properties, deodorizing properties, and antifouling properties a manufacturing method thereof, fabrics, fiber products, and polyester molded products.
  • FIG. 10 is a knitting diagram employed in Example 7.
  • the polyester fiber of the present invention is a polyester fiber containing polyester, and the pH of the polyester fiber is less than 7.0 (preferably 4.0 to 6.6, more preferably 4.0 to 6.0, particularly preferably Is a polyester fiber of 4.0 to 5.5).
  • the polyester fiber of the present invention is surprisingly excellent in antibacterial properties, deodorizing properties and antifouling properties with a good durability due to the pH being less than 7.0.
  • the polyester fiber is immersed in water of pH 7.0 (neutral water) at a bath ratio of 1: 5 (weight ratio of polyester fiber to neutral water (polyester fiber: neutral water) 1: 5), After the treatment at a temperature of 120 ° C. for 30 minutes, the polyester fiber is taken out, and the pH of the residual liquid is preferably measured with a commercially available pH meter, which is set as the pH of the polyester fiber.
  • a commercially available universal pH test paper is placed on the polyester fiber, and 0.05 to 0.10 cc of pH 7.0 water is dropped on the polyester fiber. Then, the universal pH test paper is pressed against the polyester fiber with a glass rod.
  • the pH of the polyester fiber can be measured by visually judging the pH in gray scale from the color transferred from the pH test paper onto the polyester fiber.
  • the pH of the polyester fiber can be measured by the method defined in JIS L 1018 6.51.
  • the polyester forming the polyester fiber is preferably polyethylene terephthalate, polybutylene terephthalate, or polytrimethylene terephthalate. That is, the polyester is preferably a polyalkylene terephthalate-based polyester having terephthalic acid as the main bifunctional carboxylic acid component and ethylene glycol, trimethylene terylene glycol, tetramethylene glycol or the like as the main glycol component.
  • the polyester is a polyether ester having polybutylene terephthalate as a hard segment and polyoxyethylene glycol as a soft segment, and polybutylene terephthalate as a hard segment.
  • Polyether ester having oxytetramethylene) glycol as a soft segment may be used.
  • the polyester may be material recycled or chemically recycled polyester, or may be a specific phosphorus compound and titanium compound as described in JP-A-2004-270097 and JP-A-2004-212268. Polyester obtained by using a catalyst containing it may be used, or polyethylene terephthalate, polylactic acid, or stereocomplex polylactic acid using a monomer component obtained by using biomass, that is, a biological material as a raw material.
  • the polyester may be a polyester in which a part of the terephthalic acid component is replaced with another bifunctional carboxylic acid component and / or a polyester in which a part of the glycol component is replaced with another diol compound. May be.
  • examples of the bifunctional carboxylic acid other than terephthalic acid used include isophthalic acid, naphthalene dicarboxylic acid, diphenyldicarboxylic acid, diphenoxyethanedicarboxylic acid, ⁇ -hydroxyethoxybenzoic acid, p-oxybenzoic acid, and adipine.
  • examples thereof include aromatic, aliphatic and alicyclic bifunctional carboxylic acids such as acid, sebacic acid and 1,4-cyclohexanedicarboxylic acid.
  • diol compounds other than the above glycols include aliphatic, alicyclic and aromatic diol compounds such as cyclohexane-1,4-methanol, neopentyl glycol, bisphenol A and bisphenol S, and polyoxyalkylene glycol. be able to.
  • polycarboxylic acids such as trimellitic acid and pyromellitic acid
  • polyols such as glycerin, trimethylpropylpropane, and pentaerythritol can be used as long as the polyester is substantially linear.
  • the polyester is synthesized by an arbitrary method.
  • PET polyethylene terephthalate
  • a reaction of terephthalic acid and ethylene oxide to form a glycol ester of terephthalic acid and / or a low polymer thereof, and the reaction product of the first stage is heated under reduced pressure.
  • the polycondensation reaction is performed until a desired degree of polymerization is achieved.
  • the intrinsic viscosity is preferably within a range of 0.15 to 1.5. If the intrinsic viscosity of the polyester is less than 0.15, the tensile strength of the polyester fiber may be reduced. Conversely, if the intrinsic viscosity of the polyester is greater than 1.5, the productivity when producing polyester fibers may be reduced.
  • sulfur (S) is contained in the polyester because the pH of the polyester fiber can be reduced to less than 7.0 by an acid treatment as described later.
  • sulfur (S) is preferably contained in an amount of 0.03 to 1.0% by weight based on the total weight of the polyester.
  • the pH of the polyester fiber may not be less than 7.0 even if an acid treatment as described below is performed.
  • the tensile strength of the polyester fiber may be reduced when an acid treatment as described below is performed.
  • ester-forming sulfonic acid group-containing compound is not particularly limited as long as it is a sulfonic acid group-containing compound having an ester-forming functional group.
  • the ester-forming sulfonic acid metal salt compound represented by the following general formula (1) An ester-forming sulfonic acid phosphonium salt compound represented by the following general formula (2) is preferred.
  • A1 represents an aromatic group or an aliphatic group, preferably an aromatic hydrocarbon group having 6 to 15 carbon atoms or an aliphatic hydrocarbon group having 10 or less carbon atoms. Particularly preferred A1 is an aromatic hydrocarbon group having 6 to 12 carbon atoms, particularly a benzene ring.
  • X1 represents an ester-forming functional group, and specific examples thereof include the following formula (3).
  • R ′ is a lower alkyl group or phenyl group, a and d are integers of 1 or more, and b is an integer of 2 or more.
  • X2 represents an ester-forming functional group or a hydrogen atom that is the same as or different from X1, and is preferably an ester-forming functional group.
  • M is an alkali metal or alkaline earth metal, and m is a positive integer. Among them, those in which M is an alkali metal (for example, lithium, sodium or potassium) and m is 1 are preferable.
  • ester-forming sulfonic acid metal salt compound represented by the above general formula (1) include sodium 3,5-dicarbomethoxybenzenesulfonate, potassium 3,5-dicarbomethoxybenzenesulfonate, 3, Lithium 5-dicarbomethoxybenzenesulfonate, sodium 3,5-dicarboxybenzenesulfonate, potassium 3,5-dicarboxybenzenesulfonate, lithium 3,5-dicarboxybenzenesulfonate, 3,5-di ( ⁇ -Hydroxyethoxycarbonyl) sodium benzenesulfonate, potassium 3,5-di ( ⁇ -hydroxyethoxycarbonyl) benzenesulfonate, lithium 3,5-di ( ⁇ -hydroxyethoxycarbonyl) benzenesulfonate, 2,6-dicarbo Methoxynaphthalene-4-sulfone Sodium rim, potassium 2,6-dicarbomethoxynaphthalene-4-sulf
  • A2 represents an aromatic group or an aliphatic group, and has the same definition as A1 in the general formula (1).
  • X3 represents an ester-forming functional group, and is the same as the definition of X1 in the general formula (1).
  • X4 represents an ester-forming functional group or a hydrogen atom that is the same as or different from X3, and in the general formula (1). It is the same as the definition of X2.
  • R1, R2, R3 and R4 represent the same or different groups selected from the group consisting of alkyl groups and aryl groups.
  • n is a positive integer, of which 1 is preferable.
  • ester-forming sulfonic acid phosphonium salt compound examples include 3,5-dicarboxybenzenesulfonic acid tetrabutylphosphonium salt, 3,5-dicarboxybenzenesulfonic acid ethyltributylphosphonium salt, and 3,5-dicarboxylate.
  • Benzenesulfonic acid benzyltributylphosphonium salt 3,5-dicarboxybenzenesulfonic acid phenyltributylphosphonium salt, 3,5-dicarboxybenzenesulfonic acid tetraphenylphosphonium salt, 3,5-dicarboxybenzenesulfonic acid butyltriphenylphosphonium salt 3,5-dicarboxybenzenesulfonic acid benzyltriphenylphosphonium salt, 3,5-dicarboxybenzenesulfonic acid tetrabutylphosphonium salt, 3,5-dicarboxybenzenesulfonic acid Ethyl tributylphosphonium sulfonate, 3,5-dicarboxybenzenesulfonic acid benzyltributylphosphonium salt, 3,5-dicarboxybenzenesulfonic acid phenyltributylphosphonium salt, 3,5-dicarboxybenzenesulfonic acid
  • a fine pore forming agent In the copolymerized polyester polymer, a fine pore forming agent, a cationic dye dyeing agent, an anti-coloring agent, a heat stabilizer, a fluorescent whitening agent, a matte are optionally added within the range not impairing the object of the present invention.
  • 1 type (s) or 2 or more types of an agent, a coloring agent, a hygroscopic agent, and inorganic fine particles may be contained.
  • each addition time may be arbitrary and both may be added separately or may be mixed previously and added simultaneously.
  • the polyester may be a normal pressure cationic dyeable polyester as described in JP-A No. 2009-161693.
  • the fiber form of the polyester fiber is not particularly limited, it is a long fiber (multifilament yarn) rather than a short fiber (spun yarn) in order to obtain an excellent antibacterial property and deodorant property by increasing the surface area of the fiber.
  • the polyester fiber is a core-sheath type composite fiber
  • the copolymer polyester is arranged in the sheath
  • polyethylene terephthalate or the like that does not copolymerize the third component is arranged in the core
  • the polyester fiber is a side-by-side type It is preferable that a composite fiber is used, and the copolymer polyester is disposed on one side and polyethylene terephthalate or the like that does not copolymerize the third component is disposed on the other side.
  • the cross-sectional shape of the single fiber is not particularly limited, but it is triangular, flat, constricted flat with three or more constricted portions, round hollow, triangular hollow, square hollow, H type, W type rather than round cross section.
  • An irregular cross-section such as a cross-section with fins (that is, a cross-section other than a round cross-section) is preferable because the surface area of the single fiber increases.
  • such a polyester fiber may be subjected to normal air processing, false twist crimp processing, and twisted yarn. In particular, it is preferable to perform false twist crimping to increase the bulk of the polyester fiber and increase the surface area of the fiber to obtain excellent antibacterial and deodorant properties.
  • the crimp rate of the false twist crimped yarn is preferably 1% or more. Further, it is obtained by combining a false twist crimped yarn having a torque in the S direction and a false twist crimped yarn having a torque in the Z direction as described in International Publication No. 2008/001920. Or a low-torque composite yarn.
  • the single fiber fineness and the number of filaments are preferably as small as the single fiber fineness and as large as the number of filaments in order to obtain excellent antibacterial and deodorant properties by increasing the fiber surface area.
  • the single fiber fineness is preferably 5.0 dtex or less (more preferably 0.0001 to 2.5 dtex, still more preferably 0.001 to 1.5 dtex).
  • the number of filaments is preferably 30 to 50000 (more preferably 30 to 200). Further, it may be an ultrafine fiber as described in JP-B-7-63438 or a superfine fiber as described in JP2009-024278A.
  • the total fineness of the polyester fiber (multiplication of the single fiber fineness and the number of filaments) is preferably 10 to 200 dtex in order to obtain an excellent feel.
  • the polyester fiber of the present invention can be produced, for example, by the following production method. That is, an acid treatment is performed on the polyester fiber containing the polyester, which is obtained by copolymerizing the ester-forming sulfonic acid metal salt compound and / or the ester-forming sulfonic acid phosphonium salt compound. According to this method, the ionic part of the ester-forming sulfonic acid metal salt compound and / or the ester-forming sulfonic acid phosphonium salt compound is protonated and the polyester fiber is acidified.
  • the polyester fiber is heated to 70 ° C. in a bath prepared with acetic acid, malic acid or the like so that the pH is 5.0 or less (preferably 2.0 to 5.0).
  • the immersion may be performed in the above (preferably 80 to 130 ° C., particularly preferably 90 to 130 ° C.) for 20 to 40 minutes.
  • the polyester fiber may be immersed in the bath in the form of yarn, or after the fabric is obtained using the polyester fiber, it may be immersed in the bath in the state of the fabric.
  • a well-known liquid flow dyeing machine as an installation to use.
  • the acid group amount is preferably 30 to 500 eq / T (more preferably 50 to 300 eq / T) with respect to the total weight of the polyester in the fiber.
  • the amount of acidic groups is an amount measured by decomposing polyester using benzyl alcohol and titrating the decomposition product with a sodium hydroxide aqueous solution using a microburette.
  • the acidic group amount is less than 50 eq / T, the polyester fiber of the present invention may not be able to sufficiently exhibit sufficient deodorant properties, antibacterial properties and antifouling properties.
  • the amount of acidic groups exceeds 500 eq / T, there is a case where sufficient strength cannot be maintained. Is not preferable because it becomes impossible.
  • the polyester fiber may be subjected to various processes such as dyeing, scouring, relaxing, pre-setting, and final setting in the usual manner before and / or after the acid treatment.
  • various processing that provides functions such as brushed processing, water repellent processing, calendar processing, ultraviolet shielding or antistatic agent, antibacterial agent, deodorant agent, insect repellent agent, phosphorescent agent, retroreflective agent, negative ion generator, etc. Additional applications may be applied.
  • hydrophilic processing weat absorption processing
  • hydrophilic processing 0.25 to 0.50 based on the weight of the fabric by the same bath processing or the like at the time of dyeing a hydrophilic agent such as PEG diacrylate and derivatives thereof or polyethylene terephthalate-polyethylene glycol copolymer. It is preferable to deposit by weight.
  • a hydrophilic agent such as PEG diacrylate and derivatives thereof or polyethylene terephthalate-polyethylene glycol copolymer. It is preferable to deposit by weight.
  • the polyester fiber thus obtained has excellent antibacterial and deodorizing properties and antifouling properties with excellent durability. Although the mechanism is not yet fully elucidated, it is estimated that bacteria and odor components may be reduced by acidifying polyester fibers.
  • the tensile strength of the polyester fiber after the acid treatment is preferably 1.0 cN / dtex or more (more preferably 1.5 to 6.0 cN / dtex). It is preferably 0.1 times or more (more preferably 0.4 to 1 time, particularly preferably 0.5 to 1 time) of the tensile strength of the polyester fiber before the acid treatment.
  • the intrinsic viscosity of the polyester, the amount of sulfur contained in the polyester, and the like may be appropriately adjusted.
  • the protonation rate of the polyester fiber after the acid treatment is preferably 10% or more (more preferably 20 to 50%).
  • Protonation rate (%) (AB) / A ⁇ 100
  • A is a functional group concentration obtained by measuring the polyester fiber by fluorescent X-ray analysis
  • B is a metal ion concentration obtained by measuring the polyester fiber by raw yarn absorption analysis.
  • a processing liquid having a pH of less than 7.0 preferably 5.0 or less, particularly preferably 2.0 to 5.0 for the polyester fiber. Is given.
  • the polyester fiber is preferably a polyester fiber made of polyethylene terephthalate.
  • the processing liquid having a pH of less than 7.0 one containing an acidic compound containing a sulfonic acid group or a carboxylic acid group is preferable.
  • the acidic compound include a vinyl sulfonic acid monomer and a vinyl carboxylic acid monomer.
  • the processing liquid may be applied to the polyester fiber in the form of a yarn, or the processing liquid may be applied in the state of the cloth after obtaining the fabric using the polyester fiber.
  • a known padding method is preferable.
  • the processing liquid contains a compound having a hydrophilic group (for example, polyethylene terephthalate-polyethylene glycol copolymer), the antibacterial property, the deodorizing property, and the antifouling property are not only further improved, but also polyester fiber. In addition, hygroscopicity and antistatic properties are also added. Furthermore, it is also preferable to include a binder resin in the processing liquid.
  • a compound having a hydrophilic group for example, polyethylene terephthalate-polyethylene glycol copolymer
  • the antibacterial property, the deodorizing property, and the antifouling property are not only further improved, but also polyester fiber.
  • hygroscopicity and antistatic properties are also added.
  • the polyester fiber of the present invention thus obtained has an excellent antibacterial property, deodorant property and antifouling property with good durability since the fiber pH is less than 7.0.
  • the antibacterial property of the polyester fiber is the bacteriostatic activity value measured by the JIS L1902 bacterial liquid absorption method (test bacteria: Staphylococcus aureus) after 10 times of washing specified in JIS L0217 method. It is preferable that it is 2.2 or more.
  • the bactericidal activity value measured by the JIS L1902 bacterial liquid absorption method is 0 or more after washing 10 times specified in the JIS L0217 method.
  • the deodorizing property of the polyester fiber is preferably 65% or more.
  • the deodorizing property is that a 10 cm ⁇ 10 cm square sample is placed in a Tedlar bag containing 3 L of air containing ammonia with an initial concentration of 100 ppm, and the concentration of malodorous components in the Tedlar bag after 2 hours is applied to a detector tube manufactured by GASTEX. And determine the odor adsorption rate from the decrease.
  • the antifouling property of the polyester fiber is preferably 3 or higher.
  • the antifouling property is measured by the dirt removal test specified in JIS L1919C (using 3 liters of lipophilic pollutant).
  • the polyester fabric of the present invention is a fabric using the above polyester fiber.
  • the said polyester fiber is 10 weight% or more (more preferably 40 weight% or more, most preferably 100 weight%) with respect to the cloth weight in the cloth.
  • the fabric Since the fabric uses the polyester fiber, the fabric is acidified. At that time, the pH of the fabric is preferably less than 7.0 (preferably 4.0 to 6.6, more preferably 4.0 to 6.0, and particularly preferably 4.0 to 5.5). When the pH of the fabric is less than 7.0, the fabric is excellent in antibacterial properties, deodorizing properties and antifouling properties with good durability. That time, The antibacterial property of the fabric is 2.2 or more in terms of the bacteriostatic activity value measured by the JIS L1902 bacteria absorption method (test bacteria: Staphylococcus aureus) after 10 times of washing specified in JIS L0217.
  • the deodorizing property of the fabric is preferably 65% or more as measured by the above method.
  • the antifouling property of the fabric is preferably a third grade or higher as measured by the above method.
  • the fabric was immersed in water of pH 7.0 (neutral water) at a bath ratio of 1: 5 (weight ratio of the fabric to neutral water (fabric: neutral water) 1: 5), and the temperature was 120 ° C.
  • the fabric is taken out, and the pH of the residual liquid is preferably measured with a commercially available pH meter, which is set as the pH of the fabric.
  • a commercially available universal pH test paper is placed on the fabric, and 0.05 to 0.10 cc of pH 7.0 water is dropped on it. Then, the universal pH test paper is pressed against the fabric with a glass rod, and the universal pH test is performed.
  • the pH of the fabric can be measured by visually judging the pH of the color transferred from the paper onto the fabric on a gray scale.
  • the pH of the fabric can be measured by the method specified in JIS L 1018 6.51.
  • the structure of the fabric is not particularly limited, and may be a woven fabric, a knitted fabric, or a non-woven fabric.
  • a three-fold structure such as plain weave, oblique weave, and satin weave, altered structure, altered structure such as altered oblique weaving, single double structure such as vertical double weave, weft double weave
  • Examples are vertical pile weaves such as warp velvet, towels and velours, and weave pile weaves such as benjin, weft velvet, velvet and cole.
  • the textile fabric which has these woven structures can be woven by a normal method using normal looms, such as a rapier loom and an air jet loom.
  • the number of layers is not particularly limited and may be a single layer or a woven fabric having a multilayer structure of two or more layers.
  • the type of knitted fabric may be a weft knitted fabric or a fresh knitted fabric.
  • Preferred examples of the weft knitting structure include flat knitting, rubber knitting, double-sided knitting, pearl knitting, tuck knitting, float knitting, one-sided knitting, lace knitting, bristle knitting, and the like.
  • Preferred examples include single atlas knitting, double cord knitting, half tricot knitting, back hair knitting, jacquard knitting and the like.
  • the knitting can be knitted by a normal method using a normal knitting machine such as a circular knitting machine, a flat knitting machine, a tricot knitting machine, and a Raschel knitting machine.
  • the number of layers is not particularly limited and may be a single layer or a knitted fabric having a multilayer structure of two or more layers.
  • the fabric it is also preferable to increase the water absorption due to capillary action by making the fabric a multi-layered woven or knitted fabric of two or more layers, changing the single fiber fineness of the fibers constituting each layer, or changing the density. is there.
  • the fabric has a multilayer structure and the polyester fiber is disposed in a layer located on the skin side (back side) during use.
  • the fabric weight is preferably larger in order to obtain excellent antibacterial and deodorant properties, and is preferably 50 g / m 2 or more (more preferably 100 to 250 g / m 2 ).
  • the warp cover factor and the weft cover factor are both 500 to 5000 (more preferably 500 to 2500) in order to obtain excellent antibacterial and deodorant properties.
  • the cover factor CF in the present invention is represented by the following formula.
  • Warp cover factor CF p (DWp / 1.1) 1/2 ⁇ MWp
  • Weft cover factor CF f (DWf / 1.1) 1/2 ⁇ MWf
  • DW p is the total warp fineness (dtex)
  • MW p is the warp weave density (main / 2.54 cm)
  • DW f is the total weft fineness (dtex)
  • MW f is the weft weave density (main /2.54 cm) .
  • the water repellent may be attached to both sides of the fabric, but is preferably attached only to one side.
  • the water repellent is attached to only one surface because the soft texture is hardly impaired.
  • the penetration degree of the water repellent in the thickness direction of the fabric is preferably 1/2 or less (more preferably 1/5 or less) of the thickness from the surface provided with the water repellent.
  • the pattern having at least a portion where the polygons are continuous at the corners has a portion where the polygons are in contact with each other at the corners, as schematically shown in FIG. It is a pattern.
  • water such as sweat diffuses in the thickness direction through the island-shaped non-water-repellent portion.
  • almost no water remains on the surface to which the water repellent is applied, so that the wet feeling is reduced.
  • the polygons are in point contact at the corners, there is no possibility that the soft texture is impaired.
  • the polygon is preferably a quadrangle or a triangle.
  • the length of one side of the polygon is preferably in the range of 0.5 to 2.0 mm (more preferably 0.7 to 1.5 mm). Even if the length is smaller than 0.5 mm or larger than 2.0 mm, the wettability may not be sufficiently reduced because the water absorption is lowered.
  • the area ratio of the coated portion is preferably in the range of 30 to 85% (more preferably 40 to 70%). If the area ratio of the coated portion is less than 30%, water may spread in the surface direction during water absorption, and the wet feeling may not be sufficiently reduced. On the contrary, if the area ratio of the coated part is larger than 85%, not only the water absorption is lowered, but there is a possibility that the soft texture is impaired.
  • the said application part area ratio is shown by a following formula.
  • Application part area ratio (%) (application part area) / ((application part area) + (non-application part area)) ⁇ 100
  • the polygons are connected at the corners, and 30% or more (preferably 50%) of the polygons are corners with other polygons. It is preferable that they are connected with each other. Further, the polygon only needs to have a substantially polygonal shape, and the sides of the polygon may be curved.
  • the fabric has a concavo-convex structure on at least one surface of the fabric, and the water repellent adheres only to the convex portion of only one surface.
  • the fabric it is preferable to obtain a fabric having not only excellent antibacterial properties, deodorizing properties and antifouling properties but also less wetness.
  • the structure of the fabric may be a fabric having an uneven structure on only one surface and a flat structure on the other surface, or a fabric having an uneven structure on both surfaces. . Further, it may be a normal mesh fabric having a gap.
  • the surface By attaching a water repellent agent only to the convex portion of one surface, the surface is positioned on the skin side and used as a garment. In the case of a fabric, it does not feel wet because it is absorbed by the other surface through the void portion) or easily falls from the convex portion to which the water repellent is attached. At the same time, since the water repellent is only locally attached, the soft texture of the woven or knitted fabric is not impaired.
  • a specific embodiment of a fabric having a concavo-convex structure on at least one surface of the fabric and having a water repellent attached only to the convex portions on only one surface will be described below.
  • the first aspect is a fabric in which the fabric is a mesh-like fabric, the water repellent is attached only to one surface, and the water repellent is not attached to the other surface.
  • the mesh fabric may be a normal mesh fabric having a void ratio of 2 to 95% (more preferably 20 to 60%) compared to the area of the fabric surface.
  • the penetration degree of the water repellent in the thickness direction of the fabric is preferably 1/2 or less (more preferably 1/5 or less) of the thickness from the surface to which the water repellent is applied.
  • the second aspect is a knitted fabric in which the fabric is a waffle-shaped knitted fabric and the water repellent is attached only to the convex portion on one surface.
  • the waffle knitted fabric is, for example, a knitted fabric knitted according to the knitting diagram of FIG. 3 of JP-A-2006-249610, and is a knitted fabric having a concavo-convex structure on only one surface or both surfaces.
  • the water repellent agent is preferably attached only to the convex portion on one surface.
  • the third aspect is a knitted fabric in which the woven knitted fabric is a double ripple knitted fabric, and the water repellent is attached only to the convex portion on one surface.
  • the double ripple knitted fabric is, for example, a knitted fabric knitted according to the knitting diagram shown in FIG. 2 of Japanese Patent No. 3420083, and is a knitted fabric having a concavo-convex structure on only one surface or both surfaces.
  • the water repellent agent adheres only to the convex portion on one surface.
  • the fourth aspect is a woven fabric in which the woven or knitted fabric is a weft double woven fabric, and the water repellent is attached only to the convex portion on one side.
  • the weft double woven fabric is, for example, a woven fabric according to the weaving diagram shown in FIG. 1 of Japanese Patent No. 3420083, and is a woven fabric having a concavo-convex structure on one side or both sides.
  • the water repellent agent adheres only to the convex portion on one surface.
  • the fabric was knitted and woven using the polyester fiber containing the polyester, which was obtained by copolymerizing an ester-forming sulfonic acid metal salt compound and / or an ester-forming sulfonic acid phosphonium salt compound. Then, after the fabric is knitted and woven using the above-mentioned acid treatment method or polyester fibers such as polyethylene terephthalate fibers, the fabric has a pH of less than 7.0 (preferably 5.0 or less, particularly Preferably, the method of applying the working fluid of 2.0 to 5.0) is used.
  • the textile product of the present invention is a sportswear, outdoor wear, raincoat, umbrella, men's clothing, women's clothing, work clothing, protective clothing, artificial leather, footwear, heels, curtains using the above-described fabric.
  • the reason why the antibacterial property, deodorant property and antifouling property are excellent in durability has not been clarified yet, but since the polyester fibers are acidified, It is estimated that it is because it is difficult to breed.
  • the molded article of the present invention is a polyester molded article containing polyester, and the pH of the polyester molded article is less than 7.0 (preferably 4.0 to 6.6, more preferably 4.0 to 6). 0.0, particularly preferably 4.0 to 5.5).
  • the polyester molded article of the present invention is surprisingly excellent in antibacterial properties, deodorizing properties and antifouling properties with a good durability because the pH is less than 7.0.
  • the polyester molded product is in water of pH 7.0 (neutral water) and the bath ratio is 1: 5 (the weight ratio of the polyester molded product to neutral water is (polyester molded product: neutral water) 1: 5).
  • the polyester molded product is taken out, and the pH of the residual liquid is measured with a commercially available pH meter, and this is preferably used as the pH of the polyester molded product.
  • Place a commercially available all-purpose pH test paper on the polyester molded article hang 0.05 to 0.10 cc of pH 7.0 water on it, and then press the universal pH test paper against the polyester molded article with a glass rod.
  • the pH of the polyester molded product can be measured by visually judging the pH on a gray scale from the color transferred from the universal pH test paper onto the polyester molded product. Furthermore, the pH of the polyester molded product can be measured by the method specified in JIS L 1018 6.51.
  • the polyester formed by copolymerizing the ester-forming sulfonic acid metal salt compound and / or the ester-forming sulfonic acid phosphonium salt compound as described above is used as a method of setting the pH of the polyester molded article to less than 7.0.
  • the polyester molded product may be subjected to an acid treatment, or a processing liquid having a pH of less than 7.0 may be applied to the polyester molded product.
  • the molded product of the present invention includes injection molded products, extruded molded products, vacuum molded products, compressed air molded products, blow molded products, and the like. Specifically, pellets, fibers, fiber structures that are composites of fibers and other materials, films, sheets, three-dimensional structures, and the like are included.
  • molded products include beverage bottle products, display film materials (liquid crystal, plasma, organic EL), cards (IC cards, ID cards, RFID, etc.), automotive film materials (interior and exterior, electronic components), Laminate cans for beverages and foods, shrink packaging, retorts and pouches, materials for environmentally friendly plastic trays, films for semiconductors, medical materials and photocatalysts, face masks for beauty, touch panels, membrane switches, various housings, gears, gears, etc. Electrical / electronic parts, building materials, civil engineering materials, agricultural materials, automobile parts (interior and exterior parts, etc.), daily parts, and the like.
  • Each measured value is a value measured by the following method.
  • Sulfur (S) amount (wt%) Polyester fiber 5gr was melted on a heated hot plate to form a flat plate. Subsequently, sulfur atoms in the plate molded by the fluorescent X-ray method were quantified using a Rigaku fluorescent X-ray spectroscopic analyzer ZSX100e type.
  • pH of polyester fiber (fabric) The sample was immersed in water of pH 7.0 (neutral water) at a bath ratio of 1: 5 (the weight ratio of the sample to neutral water was (sample: neutral water) 1: 5), and the temperature was 30 at 120 ° C.
  • Protonation rate (AB) / A ⁇ 100
  • A is a functional group concentration measured by fluorescent X-ray analysis of the polyester fiber
  • B is a metal ion concentration measured by raw yarn absorption analysis of the polyester fiber.
  • the test yarn was wound around a measuring machine having a circumference of 1.125 m to prepare a skein with a dryness of 3333 dtex.
  • the skein is suspended from a hanging nail of the scale plate, an initial load of 6 g is applied to the lower part thereof, and a length L0 of the skein when a load of 600 g is further applied is measured.
  • the load is removed from the skein, the scale plate is removed from the hanging nail, and the skein is immersed in boiling water for 30 minutes to develop crimps.
  • the skein after the boiling water treatment is taken out from the boiling water, the moisture contained in the skein is absorbed and removed by a filter paper, and air-dried at room temperature for 24 hours.
  • the air-dried skein is hung on a hanging nail of the scale plate, a load of 600 g is applied to the lower part, the skein length L1a is measured after 1 minute, the load is removed from the skein, and the skein after 1 minute.
  • the length L2a is measured.
  • the crimp rate (CP) of the test filament yarn was calculated by the following formula.
  • CP (%) ((L1a ⁇ L2a) / L0) ⁇ 100 (11)
  • Tensile strength and tensile strength retention of polyester fiber The tensile strength of the polyester fiber after the acid treatment was measured by the method defined in JIS L1013 7.5. Moreover, the retention rate of the tensile strength of the polyester fiber after performing an acidic process was computed by the following formula.
  • Tensile strength retention (Tensile strength of polyester fiber after acid treatment) / (Tensile strength of polyester fiber before acid treatment) (12) Wet feeling First, 0.3 cc of water is placed on an acrylic plate, and a woven or knitted fabric cut into a 10 cm square is placed on the acrylic plate while applying a load of 2.9 mN / cm 2 (0.3 gf / cm 2 ). After sufficiently absorbing water in the woven or knitted fabric for 30 seconds, the woven or knitted fabric absorbed in water was placed on a total of 10 panelists' upper arms for 5 men and women, and the sensory evaluation of the wet feeling was performed.
  • the evaluation was made on the basis of a wet feeling, and was evaluated in four levels, that is, a minimum (best), a small, a medium, and a large.
  • the amount of water of 0.3 ml placed on the acrylic plate was a sufficient amount to wet and spread over the entire 10 cm square fabric.
  • (13) Water absorption It measured by the test method regarding the water absorption speed of JIS L1018A method (drop method). The time for one drop of water dropped on the horizontal sample surface to be absorbed is shown.
  • Example 1 Polyethylene terephthalate obtained by copolymerizing 1.5 mol% of 5-sodium sulfoisophthalic acid as an ester-reactive sulfonic acid group-containing compound with respect to all acid components constituting polyethylene terephthalate, using a spinneret having a discharge hole having a triangular cross section Is spun and drawn by a conventional method, and then subjected to a known false twist crimping process to produce a polyethylene terephthalate false twist crimped yarn having a crimp rate of 13% (total fineness 84 dtex / 72 fil, single fiber cross-sectional shape: triangular cross section) )
  • the knitted fabric was subjected to an acid treatment by being immersed in a bath adjusted to pH 4.8 with acetic acid at a temperature of 130 ° C. for 30 minutes.
  • the knitted fabric was subjected to a usual dyeing finishing process with a sweat absorption treatment in a bath at the time of dyeing.
  • a hydrophobizing agent polyethylene terephthalate-polyethylene glycol copolymer
  • the basis weight is 200 g / m 2 , and as shown in Table 1, the pH of the knitted fabric (fabric) is low (acidified) even after washing five times due to an appropriate protonation rate, It had excellent antibacterial, deodorant and antifouling properties.
  • Example 2 Polyethylene terephthalate obtained by copolymerizing 2.5 mol% of 5-sodium sulfoisophthalic acid as an ester-reactive sulfonic acid group-containing compound with respect to all acid components constituting polyethylene terephthalate, using a spinneret having a discharge hole having a round cross section After spinning and drawing, a known false twist crimping process is carried out to obtain a 15% crimped polyethylene terephthalate false twisted crimped yarn (total fineness of 84 dtex / 36 fil, single fiber cross section: round cross section) )
  • the knitted fabric was subjected to an acid treatment by immersing the knitted fabric in a bath adjusted to pH 4.5 with acetic acid at a temperature of 130 ° C. for 30 minutes.
  • the knitted fabric was subjected to a usual dyeing finishing process with a sweat absorption treatment in a bath at the time of dyeing.
  • a hydrophobizing agent polyethylene terephthalate-polyethylene glycol copolymer
  • the basis weight is 210 g / m 2 , and as shown in Table 1, the pH of the knitted fabric (fabric) is low (acidified) even after 5 washes due to an appropriate protonation rate, It had excellent antibacterial, deodorant and antifouling properties.
  • the evaluation results are shown in Table 1.
  • Example 3 Using a spinneret having a discharge hole having a round cross section, polyethylene terephthalate obtained by copolymerizing 4.0 mol% of 5-tetra-n-butylphosphonium sulfoisophthalic acid with respect to all acid components constituting polyethylene terephthalate is obtained by a conventional method. After spinning and drawing, a known false twist crimping process was performed to obtain a polyethylene terephthalate false twist crimped yarn (total fineness: 167 dtex / 144 fil, single fiber cross-sectional shape: round cross section) with a crimp rate of 8%. .
  • the polyethylene terephthalate false twisted crimped yarn 50% by weight and normal polyethylene terephthalate (polyethylene terephthalate not copolymerized with the third component) false twist
  • a knitted fabric having a smooth circular knitted fabric structure was knitted by knitting 50% by weight of crimped yarn (total fineness: 167 dtex / 144 fil).
  • the knitted fabric was subjected to an acid treatment by being immersed in a bath adjusted to pH 4.3 with acetic acid at a temperature of 130 ° C. for 30 minutes.
  • the knitted fabric was subjected to a usual dyeing finishing process with a sweat absorption treatment in a bath at the time of dyeing.
  • a hydrophobizing agent polyethylene terephthalate-polyethylene glycol copolymer
  • the basis weight is 150 g / m 2 , and as shown in Table 1, the pH of the knitted fabric (fabric) is low (acidified) and excellent even after 5 washes due to an appropriate protonation rate. It had antibacterial, deodorant, and antifouling properties.
  • the evaluation results are shown in Table 1.
  • Example 4 Polyethylene terephthalate obtained by copolymerizing 4.5 mol% of 5-tetra-n-butylphosphonium sulfoisophthalic acid with respect to all acid components constituting polyethylene terephthalate is disposed in the sheath (S part), while the core (C Part) using ordinary polyethylene terephthalate (polyethylene terephthalate which is not copolymerized with the third component), and the weight ratio thereof is 7: 3.
  • S part sheath
  • C Part ordinary polyethylene terephthalate
  • the weight ratio thereof is 7: 3.
  • the knitted fabric was subjected to an acid treatment by immersing the knitted fabric in a bath adjusted to pH 3.8 with acetic acid at a temperature of 130 ° C. for 30 minutes.
  • the knitted fabric was subjected to a usual dyeing finishing process with a sweat absorption treatment in a bath at the time of dyeing.
  • a hydrophobizing agent polyethylene terephthalate-polyethylene glycol copolymer
  • the basis weight is 150 g / m 2 , and as shown in Table 1, the pH of the knitted fabric (fabric) is low (acidified) and excellent even after 5 washes due to an appropriate protonation rate. It had antibacterial, deodorant, and antifouling properties.
  • the evaluation results are shown in Table 1.
  • Example 5 Polyethylene terephthalate obtained by copolymerizing 2.5 mol% of 5-sodiumsulfoisophthalic acid as an ester-reactive sulfonic acid group-containing compound with respect to all acid components constituting polyethylene terephthalate, after spinning and drawing a round section yarn by a conventional method Then, a known false twist crimping process was performed to obtain a polyethylene terephthalate false twist crimped yarn (total fineness: 84 dtex / 36 fil) having a crimp rate of 15%.
  • total fineness 84 dtex / 36 fil 40% by weight of the polyethylene terephthalate false twisted crimped yarn (total fineness 84 dtex / 36 fil) is used on the back side of the knitted fabric, and the usual polyethylene terephthalate (the third component is copolymerized).
  • An unwoven polyethylene terephthalate) false twist crimped yarn (total fineness 84 dtex / 72 fil) 60% by weight was used on the front side, and a knitted fabric having a knitted piece side knotted circular knitted fabric structure was knitted.
  • the knitted fabric was subjected to an acid treatment by immersing the knitted fabric in a bath adjusted to pH 4.5 with acetic acid at a temperature of 130 ° C. for 30 minutes.
  • the knitted fabric was subjected to a usual dyeing finishing process with a sweat absorption treatment in a bath at the time of dyeing.
  • a hydrophobizing agent polyethylene terephthalate-polyethylene glycol copolymer
  • the basis weight is 250 g / m 2 , and as shown in Table 1, the pH of the knitted fabric (fabric) is low (acidified) even after 5 washes due to an appropriate protonation rate, It had excellent antibacterial, deodorant and antifouling properties.
  • the evaluation results are shown in Table 1.
  • Example 1 In Example 1, it carried out similarly to Example 1 except not giving an acidic treatment.
  • the basis weight is 200 g / m 2 , and as shown in Table 2, the knitted fabric is neutral (pH 7.0 for both L0 and L5) and has antibacterial properties, deodorizing properties, and antifouling properties. Both were insufficient.
  • the evaluation results are shown in Table 2.
  • Example 2 a knitted fabric having a smooth circular knitted fabric structure is knitted using only ordinary polyethylene terephthalate (polyethylene terephthalate not copolymerized with the third component) false twisted crimped yarn (total fineness 84 dtex / 72 fil). The procedure was the same as in Example 2 except that.
  • the basis weight is 200 g / m 2 , and as shown in Table 2, the knitted fabric is neutral (pH 7.0 for both L0 and L5) and has antibacterial properties, deodorizing properties, and antifouling properties. Both were insufficient.
  • the evaluation results are shown in Table 2.
  • Example 6 On one side of the knitted fabric obtained in Example 1, a checkered check pattern shown in FIG. 1 (square size 1 mm ⁇ 1 mm, applied so that the treatment liquid having the following formulation is applied in an amount of about 15 g / m 2 . (Part area ratio 50%) was applied by a gravure transfer method, then dried at 120 ° C. and then subjected to a dry heat treatment at 160 ° C. for 45 seconds.
  • Composition of treatment liquid ⁇ Water 91.6% by weight ⁇ Fluorine water repellent 8% by weight ("Asahi Guard AG710" manufactured by Asahi Glass Co., Ltd.) ⁇ Melamine binder resin 0.3% by weight (Sumitomo Chemical Co., Ltd.
  • Example 7 Polyethylene terephthalate obtained by copolymerizing 1.5 mol% of 5-sodium sulfoisophthalic acid as an ester-reactive sulfonic acid group-containing compound with respect to all acid components constituting polyethylene terephthalate, using a spinneret having a discharge hole having a round cross section Is spun and drawn by a conventional method, and then subjected to a known false twist crimping process to produce a false twist crimped yarn A having a crimp rate of 13% (total fineness 84 dtex / 24 fil, single fiber cross-sectional shape: round cross section) Got.
  • the knitted fabric was subjected to an acid treatment by being immersed in a bath adjusted to pH 4.8 with acetic acid at a temperature of 130 ° C. for 30 minutes.
  • the knitted fabric was subjected to a usual dyeing finishing process with a sweat absorption treatment in a bath at the time of dyeing.
  • a hydrophobizing agent polyethylene terephthalate-polyethylene glycol copolymer
  • a hydrophobizing agent polyethylene terephthalate-polyethylene glycol copolymer
  • a treatment liquid having the following formulation was applied only to the convex portion by a gravure transfer method so as to have an application amount of about 20 g / m 2 , and then dried at 135 ° C.
  • a dry heat treatment was performed at 160 ° C. for 45 seconds.
  • composition of treatment liquid ⁇ Water 91.6% by weight ⁇ Fluorine water repellent 8% by weight ("Asahi Guard AG710" manufactured by Asahi Glass Co., Ltd.) ⁇ 0.3% by weight of melamine binder resin (Sumitomo Chemical "Sumitex Resin M-3" contact angle 67.5 degrees) ⁇ Catalyst 0.1% by weight (Sumitex Accelerator ACX)
  • the height of the convex portion was 0.3 mm, and the water absorption was less than 1 second.
  • Example 8 Polyethylene terephthalate false twisted crimping process with a 15% crimp rate by spinning and stretching polyethylene terephthalate by a conventional method using a spinneret having a discharge hole with a round cross section and then applying a known false twist crimping process. A yarn (total fineness: 84 dtex / 36 fil, single fiber cross section: round cross section) was obtained.
  • the polyethylene terephthalate false twist crimped yarn (total fineness: 84 dtex / 36 fil) is knitted to knit a knitted fabric having a smooth circular knitted fabric structure. The method was dyed.
  • the knitted fabric was padded with a processing solution (pH 4.0) having the following formulation, dried at a temperature of 110 ° C. for 1 minute, and then subjected to a steam treatment (temperature of 100 ° C., 10 minutes).
  • a processing solution pH 4.0
  • ⁇ Vinyl sulfonic acid monomer 1% by weight ⁇ Vinyl carboxylic acid monomer 0.5% by weight
  • the basis weight was 200 g / m 2
  • the pH of the knitted fabric (fabric) was pH 6.5 for both L0 and L5.
  • the bacteriostatic activity value was 2.2 or more (pass), and the bactericidal activity value was 0 or more (pass).
  • the ammonia deodorizing property was 80%, and the texture was good.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Mechanical Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Microbiology (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Artificial Filaments (AREA)
  • Yarns And Mechanical Finishing Of Yarns Or Ropes (AREA)
  • Multicomponent Fibers (AREA)

Abstract

L'invention porte sur des fibres de polyester ayant d'excellentes propriétés antibactériennes, d'excellentes propriétés de désodorisation, d'excellentes propriétés antitaches et une excellente durée de vie ; sur un procédé pour produire les fibres de polyester ; sur un tissu ; sur un produit en fibres ; et sur un article moulé en polyester. Des fibres de polyester, un tissu ou un article moulé en polyester comprenant chacun un polyester produit par la copolymérisation d'un composé de sel métallique d'acide sulfonique de formation d'ester et/ou d'un composé de sel de phosphonium d'acide sulfonique de formation d'ester est traité avec un acide, ou une solution de traitement ayant une valeur de pH inférieure à 7,0 est appliquée aux fibres de polyester, au tissu ou à l'article moulé en polyester, de façon à ajuster ainsi la valeur du pH des fibres de polyester, du tissu ou de l'article moulé en polyester à une valeur inférieure à 7,0.
PCT/JP2010/065840 2009-10-20 2010-09-14 Fibres de polyester, procédé pour la production de fibres de polyester, tissu, produit en fibres, et article moulé en polyester WO2011048888A1 (fr)

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EP10824739.6A EP2492390B1 (fr) 2009-10-20 2010-09-14 Fibres de polyester, procédé pour la production de fibres de polyester, tissu, et produit en fibres
CA2777511A CA2777511C (fr) 2009-10-20 2010-09-14 Fibres de polyester, procede pour la production de fibres de polyester, tissu, produit en fibres, et article moule en polyester
US13/502,266 US9334608B2 (en) 2009-10-20 2010-09-14 Polyester fiber, method for producing the same, cloth, textile product, and polyester formed article
CN201080047503.4A CN102575414B (zh) 2009-10-20 2010-09-14 聚酯纤维及其制造方法、布帛、纤维制品、聚酯成形品
KR1020127012841A KR101748895B1 (ko) 2009-10-20 2010-09-14 폴리에스테르 섬유 및 그의 제조 방법, 및 포백, 및 섬유 제품, 및 폴리에스테르 성형품
JP2011537178A JP5758807B2 (ja) 2009-10-20 2010-09-14 ポリエステル繊維およびその製造方法および布帛および繊維製品
ES10824739.6T ES2674571T3 (es) 2009-10-20 2010-09-14 Fibras de poliéster, proceso para la producción de fibras de poliéster, tela y producto de fibra

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JP2012012749A (ja) * 2010-07-05 2012-01-19 Teijin Fibers Ltd 芯鞘型ポリエステル複合繊維
JP2012112050A (ja) * 2010-11-19 2012-06-14 Teijin Fibers Ltd ポリエステル繊維
JP2012112055A (ja) * 2010-11-22 2012-06-14 Teijin Fibers Ltd 芯鞘型ポリエステル複合繊維
WO2012077488A1 (fr) * 2010-12-07 2012-06-14 帝人ファイバー株式会社 Tissu et vêtement hydrofuges
WO2014097935A1 (fr) 2012-12-17 2014-06-26 帝人フロンティア株式会社 Tissu et produit en fibres
JP2018168512A (ja) * 2017-03-30 2018-11-01 帝人フロンティア株式会社 扁平多葉断面ポリエステル繊維
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JP2019085680A (ja) * 2017-11-09 2019-06-06 ユニチカトレーディング株式会社 吸水性編物
JP2019112729A (ja) * 2017-12-21 2019-07-11 日華化学株式会社 消臭性繊維製品の製造方法
CN110066389A (zh) * 2019-03-15 2019-07-30 四川大学 含苯并杂环磺酸盐结构的离子单体、用其阻燃抗熔滴的离聚物及它们的制备方法和应用
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JP2012001828A (ja) * 2010-06-14 2012-01-05 Teijin Fibers Ltd ポリエステル繊維
JP2012001827A (ja) * 2010-06-14 2012-01-05 Teijin Fibers Ltd ポリエステル繊維
JP2012012749A (ja) * 2010-07-05 2012-01-19 Teijin Fibers Ltd 芯鞘型ポリエステル複合繊維
JP2012112050A (ja) * 2010-11-19 2012-06-14 Teijin Fibers Ltd ポリエステル繊維
JP2012112055A (ja) * 2010-11-22 2012-06-14 Teijin Fibers Ltd 芯鞘型ポリエステル複合繊維
WO2012077488A1 (fr) * 2010-12-07 2012-06-14 帝人ファイバー株式会社 Tissu et vêtement hydrofuges
JPWO2012077488A1 (ja) * 2010-12-07 2014-05-19 帝人フロンティア株式会社 撥水性織物および衣料
JP5698262B2 (ja) * 2010-12-07 2015-04-08 帝人フロンティア株式会社 撥水性織物および衣料
US9127380B2 (en) 2010-12-07 2015-09-08 Teijin Frontier Co., Ltd. Water-repellent woven fabric and garment
US10161065B2 (en) 2012-12-17 2018-12-25 Teijin Frontier Co., Ltd. Cloth and textile product
WO2014097935A1 (fr) 2012-12-17 2014-06-26 帝人フロンティア株式会社 Tissu et produit en fibres
JP2018168512A (ja) * 2017-03-30 2018-11-01 帝人フロンティア株式会社 扁平多葉断面ポリエステル繊維
JP2019081735A (ja) * 2017-10-31 2019-05-30 帝人フロンティア株式会社 布帛型毛髪用化粧料
JP2019085680A (ja) * 2017-11-09 2019-06-06 ユニチカトレーディング株式会社 吸水性編物
JP7040923B2 (ja) 2017-11-09 2022-03-23 ユニチカトレーディング株式会社 吸水性編物
JP2019112729A (ja) * 2017-12-21 2019-07-11 日華化学株式会社 消臭性繊維製品の製造方法
JP7080629B2 (ja) 2017-12-21 2022-06-06 日華化学株式会社 消臭性繊維製品の製造方法
CN110066389A (zh) * 2019-03-15 2019-07-30 四川大学 含苯并杂环磺酸盐结构的离子单体、用其阻燃抗熔滴的离聚物及它们的制备方法和应用
CN110066389B (zh) * 2019-03-15 2022-03-15 四川大学 含苯并杂环磺酸盐结构的离子单体、用其阻燃抗熔滴的离聚物及它们的制备方法和应用
WO2020241353A1 (fr) 2019-05-31 2020-12-03 帝人フロンティア株式会社 Fil composite, tissu et produit fibreux

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US9334608B2 (en) 2016-05-10
TW201129738A (en) 2011-09-01
CN102575414A (zh) 2012-07-11
CA2777511C (fr) 2017-04-18
KR101748895B1 (ko) 2017-06-19
PT2492390T (pt) 2018-06-19
KR20120080636A (ko) 2012-07-17
EP2492390A1 (fr) 2012-08-29
ES2674571T3 (es) 2018-07-02
CN102575414B (zh) 2015-08-19
TWI523981B (zh) 2016-03-01
CA2777511A1 (fr) 2011-04-28
JP5758807B2 (ja) 2015-08-05
EP2492390B1 (fr) 2018-06-06
US20120207955A1 (en) 2012-08-16
JPWO2011048888A1 (ja) 2013-03-07
EP2492390A4 (fr) 2013-10-09

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